Vat dyes of the anthraquinone series and process of making same.



ihUG-UST LEOPOLD LASKAAND ERNST JULIUS BATH, OF OFFENBACH-ON-THE-MAIN,

GERMANY, ASSIGNORS TQ GHEEHISCHEAFABRIK GRIESHEIIVI-ELEKTRON, OF FRANK-EOBT ON-THE-MAIN, GERMANY, A CORPORATION.

VAT DYES OF THE ANTHRAQ'UI'NONE 'lSERIES AND PROCESS OF MAKING SAME.

1,162,496.. Specification of Letters Patent" Pal-tented New. 3t), 1915.NoIDrawing. apnlimetionfilod January 25, 1915. Serial No. 4,390. T allwhom it may concern brown color and dyes cotton in the alkaline 45 ,Beit known that we, AUGUST Lnorom) hydrosulfite vat fast yellowtints.'LAsKA'and EnN s'r JUmUs BATH, citizens of Example II: 7 parts of theo-aminoazo the German Empire, resident of Olfendyestuif, obtained bycombination of oz-dia- 5 bach-on-the-Main, in the Grand Duchy ofzoanthraquinone with ili-naphthylamin, are

Hesse, Germany, have invented new and usedissolved in 750 partsnitrobenzene by 50 ful-Improvements in Vat Dyes of the Anheating and asolution of 50 parts 2-anthrathraquinone Series and Processes of Makquinone-aldehyde in 500 parts of glacial ing Same, of which thefollowing is a speciacetic acid is added. After short boiling 10fication. the reaction is completed, the condensation Our inventionrelates to the production of product of the formula: 56 vat dyes of theanthraquinone series. I

These dyes are formed by condensation of o-aminoazo dyestuffswithanthraquinolfe- I I I aldehydes and according to the nomenc ature ofRichterxChemz'e derv llfogllenstofi 'verbindun en edition, 0 page I 00 N974) are regarded as derivatives of c-zinthrai iquinonylozdihydrotriazin containing the i I triazin-ring at least once.The following examples illustrigte the invention the arts bein b weigt:'

Exaniple I 50 part? bZnzol-azo-(fi-naph- /\,/CO thylamin are dissolvedin 500 parts of gla- 1 I cial acetic acid by heating and a solution of\/\CO/\/ parts 2anthraquinonealdehyde in 500 I I I parts of glacialacetic acid is added. The yst l zes oif by coollng 1n orange needles:vcondensation product of the formula: The dyestufi' dlssolves with redcolor in 6.0 1- centrated sulfuric acid; it gives with alka- 0 linehydrosulfite solution a brownish red vati dyeing cgttlon czlear reddishyellow tili ts. I CH- -N:: Xam 1e I 5 arts of the orami- I noazo dyestufl, obtaindd by combination of [l -diazoanthraquinone withfi-naphthylamin 35 are condensed with 50 arts 2-anthraqui- Inone-aldehyde as indicated in Example II. I The dyestufl" crystallizesin orange red nee naphtho-n-phenyl-c-3-anthraquinonyl a-d1- dles,dissolves with red color in concentrated hydrotriazin is immediatelyprecipitated in sulfuric acid and gives with alkaline hy-' 40 form of abright yellow sediment: it is fildrosulfite solution a reddish brown vatdyetered off, washed out by acetic acid and ing cotton bright orangetints of eminent 86 Water and dried. The yield is quantitative.fastness. I I I I The dyestufi' forms a yellow crystal powder, Thereaction maybe indicated as fol-i dissolves in concentrated sulfuricacid with lows: I

In like or the formation of 'dyealdehyde n the place of aldehydes theirto, stufi can be executed by l anthraquinonesubstitution products may beused for condensatienv in the same manner instead of the described.other o-aminoazo dyes can be taken and insbead of monoazo dyes disazodyes. As disazo dyestuffs these may be considered which are obtained bythe tetrazo compounds from 1.5- and 2.6-diaminoanbhraqninone; bases ofthe diphenyl series, diaininoearbazol, 1.5-diaminonaphthalin and theiranalogues.

Now What we claim and desire to secure by Letters Patent is thefollowing: 1.. Process of making vat dyes of the anthraqninone series bycondensing o-aminoazo dyestufis with anthraqumone-aldehydes.

' can be obtained by January productslthe vat dyes which condensation ofo-aminoazo dyestufi's with anthraquinone-aldehydes, forming yellow, redand brown powders their vats orange, reddish and brown tints.

That; we claim the foregoing as our invention,

we have signed our names in presenee of two witnesses,

191 this'seve'nth day of O. AUGUST LEOPOLD LASKA. ERNST JULIUS BATH.'Witnesses PETER LAUTnNscHLZenn,

2. As new dyeing c'otton yellow 20

